COX Inhibitory and Cytotoxic Naphthoketal-Bearing Polyketides from Sparticola junci

被引：7

作者：

Garcia, Katherine Yasmin M. ^{[1
,2
]}

Quimque, Mark Tristan J. ^{[1
,2
,3
]}

Primahana, Gian ^{[4
,5
,6
,7
]}

Ratzenboeck, Andreas ^{[8
]}

Cano, Mark Joseph B. ^{[1
,2
]}

Llaguno, Jeremiah Francis A. ^{[2
]}

Dahse, Hans-Martin ^{[9
]}

Phukhamsakda, Chayanard ^{[10
,11
]}

Surup, Frank ^{[4
,5
,6
]}

Stadler, Marc ^{[4
,5
,6
]}

Macabeo, Allan Patrick G. ^{[2
]}

机构：

[1] Univ Santo Tomas, Grad Sch, Espana Blvd, Manila 1015, Philippines

[2] Univ Santo Tomas, Res Ctr Nat & Appl Sci, Lab Organ React Discovery & Synth LORDS, Espana Blvd, Manila 1015, Philippines

[3] Mindanao State Univ, Iligan Inst Technol, Coll Sci & Math, Chem Dept, Iligan 9200, Philippines

[4] Helmholtz Ctr Infect Res, Dept Microbial Drugs, Partner Site Hannover Braunschweig,Inhoffenstr 7, D-38124 Braunschweig, Germany

[5] German Ctr Infect Res DZIF, Partner Site Hannover Braunschweig,Inhoffenstr 7, D-38124 Braunschweig, Germany

[6] Tech Univ Carolo Wilhelmina Braunschweig, Inst Microbiol, Spielmannstr 7, D-38106 Braunschweig, Germany

[7] Natl Res & Innovat Agcy BRIN, Res Ctr Chem, Serpong 15314, Tangerang Selat, Indonesia

[8] Univ Regensburg, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany

[9] Hans Knoll Inst HKI, Leibniz Inst Nat Prod Res & Infect Biol, D-07745 Jena, Germany

[10] Mae Fah Luang Univ, Ctr Excellence Fungal Res, Chiang Rai 57100, Thailand

[11] Jilin Agr Univ, Coll Agr, Inst Plant Protect, Changchun 130118, Peoples R China

来源：

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES | 2021年 / 22卷 / 22期

关键词：

Sparticola junci; structure elucidation; ECD-TDDFT; COX inhibitory; molecular docking; antiproliferative; cytotoxic; ACTIVE SECONDARY METABOLITES; CLADOSPIRONE BISEPOXIDE; FUNGUS; BIOSYNTHESIS; DERIVATIVES; SYSTEM;

D O I：

10.3390/ijms222212379

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Axenic fermentation on solid rice of the saprobic fungus Sparticola junci afforded two new highly oxidized naphthalenoid polyketide derivatives, sparticatechol A (1) and sparticolin H (2) along with sparticolin A (3). The structures of 1 and 2 were elucidated on the basis of their NMR and HR-ESIMS spectroscopic data. Assignment of absolute configurations was performed using electronic circular dichroism (ECD) experiments and Time-Dependent Density Functional Theory (TDDFT) calculations. Compounds 1-3 were evaluated for COX inhibitory, antiproliferative, cytotoxic and antimicrobial activities. Compounds 1 and 2 exhibited strong inhibitory activities against COX-1 and COX-2. Molecular docking analysis of 1 conferred favorable binding against COX-2. Sparticolin H (2) and A (3) showed a moderate antiproliferative effect against myelogenous leukemia K-562 cells and weak cytotoxicity against HeLa and mouse fibroblast cells.

引用

页数：13

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